luxury house for rent Woodbury, United States

JUST REDUCED TO $1500 PER MONTH.. Amazing location, just across from Land Trust for hiking. Annual Unfurnished Studio Apartment above the garage at Red Studio Farm. Located in the scenic and historic Nettleton Hollow area of Washington and just 90 minutes from NYC! Wonderful western exposure for sunsets and views over nearby meadows and pond. The apartment has Great room with Cathedral ceiling, sleeping loft, full bath and kitchen on over 5 acres of secluded and lightly wooded land with stone walls and towering oak trees, along with a balcony which overlooks the Litchfield Hills. Small kitchen and full bath with a loft above.

Wonderful opportunity to live in the heart of prestigious Roxbury in Litchfield County. Well preserved antique colonial filled with charm. Updates include kitchen, baths and open living area leading to primary bedroom. Brand new septic, 4 car garage with storage above and period outbuildings including a barn. Washer and dryer are located on the main level, upstairs bedrooms offer privacy for guests. 5 bedrooms are ample size plus 2 work/study rooms. In town location with a private back yard and easy access to New York. Property is also listed for sale.

All inclusive Furnished rental available 9/5/2025. Escape to the serene countryside and experience the authentic charm of this beautifully renovated antique home with a refreshing, heated pool. This rental is fully equipped and all-inclusive with bi-weekly housekeeping. Step inside and discover the beauty of a historical Colonial home, thoughtfully updated with modern comforts. The rooms offer plenty of space and showcase exposed beams and vaulted ceilings. You'll appreciate the natural touch of hardwood floors and the convenience of five fireplaces for those cooler evenings. Stay comfortable all year long with central air conditioning ensuring a pleasant stay in any season. The heart of the home is a charming country kitchen, providing an ideal space for cooking up delightful meals. It opens onto a stone patio, inviting you to enjoy the outdoors with relaxed gatherings. Take in the tranquil views of the countryside as the property sits on level open land adjacent to a land trust. For moments of relaxation, take advantage of the outdoor pool, a refreshing oasis on warmer days. Annual rental $10k per month, academic term $8k per month, winter 3 month minimum $8k per month. You'll find all the local amenities you need nearby, including a variety of recreation and cultural venues, shopping and fine dining options. 60 minutes to lower Fairfield County, NYC is 90 minutes.

All-inclusive furnished rental. Available: Winter- 3 month min. $8000/month. Summer Season- Memorial Day thru Labor Day $65,000/season. Summer monthly- $25,000/month. Escape to the serene countryside and experience the authentic charm of this beautifully renovated antique home with a refreshing, heated pool. This rental is fully equipped and all-inclusive with bi-weekly housekeeping. Step inside and discover the beauty of a historical Colonial home, thoughtfully updated with modern comforts. The rooms offer plenty of space and showcase exposed beams and vaulted ceilings. You'll appreciate the natural touch of hardwood floors and the convenience of five fireplaces for those cooler evenings. Stay comfortable all year long with central air conditioning ensuring a pleasant stay in any season. The heart of the home is a charming country kitchen, providing an ideal space for cooking up delightful meals. It opens onto a stone patio, inviting you to enjoy the outdoors with relaxed gatherings. Take in the tranquil views of the countryside as the property sits on level open land adjacent to a land trust. You'll find all the local amenities you need nearby, including a variety of recreation and cultural venues, shopping and fine dining options. 60 minutes to lower Fairfield County, NYC is 90 minutes.

Annual furnished rental available April 2026. Tranquil country cottage on Lake Lillinonah. Rare opportunity to rent with direct lake frontage, lovely grassy area by the lake and dock. This well appointed 2 bedroom home is the perfect writer's or artist's retreat, nestled on a lightly wooded hillside overlooking CT's best kept secret lake. 90 minutes to Manhattan. Enjoy the 2 patios and deck areas among the lovely perennials and stone walls with calming lake views. Relax in the quiet country life on the lake. Great for bass fishing, too. Interior is scheduled for painting mid March.

Embrace the quintessential New England lifestyle in this beautifully presented one-level home, ideally situated in the heart of New Preston Village. Designed for effortless living, the home centers around a bright, well-appointed kitchen and dining area that flows seamlessly into a welcoming living room. A charming stone fireplace anchors the space, which is generously sized to accommodate a baby grand piano and perfect for gathering with family and friends. Glass doors lead to a private patio, offering a peaceful setting to relax or entertain while enjoying breathtaking sunset views over the valley. The thoughtfully designed floor plan includes three bedrooms: two connected by a convenient Jack-and-Jill half bath, and a third smaller bedroom ideal as a home office, guest room, or daybed space. A full bath completes the layout, providing comfort and functionality for both everyday living and weekend escapes. Set on a level lot with beautifully established perennial gardens, this property offers a tranquil outdoor setting ideal for bird watching and quiet mornings. Just a short stroll to town, you'll enjoy easy access to New Preston's charming shops and acclaimed dining. Perfect as a weekend retreat or full-time residence, this home places you close to Lake Waramaug, Washington, Litchfield, and the many outdoor pursuits of the Litchfield Hills-including hiking, skiing, state parks, and watersports-making it a true four-season destination.

This historic Victorian home in the New Preston section of Washington is now available to rent after a tasteful top to bottom renovation, and the addition of a heated saltwater pool and hot tub. The main level of the home is highlighted by the expansive kitchen with soapstone counters, a butler's pantry, and French doors leading to a rear patio area. The remainder of the first floor features a living room, spacious great room, dining room, and an office with a full bath that could be used as a 5th bedroom. Upstairs are 4 bedrooms, each named after prior owners who have called The Humphrey's House home over the past 127 years, including a nephew of Mark Twain. The bright and sunny primary bedroom has a stylish walk in closet, and an en-suite bathroom with a steam shower and radiant heat flooring. A brand new bathroom in the second en-suite bedroom features the same top of the line upgrades. Two additional cozy bedrooms sit across the hall, with a third second level bath serving the two rooms. Well known British designer Graham Robert Moore has transformed this Victorian gem into a marvelous display of the modern day aesthetic without abandoning the history of the home. The 40 x 18 heated saltwater pool features an electric cover and 8 person attached hot tub. This gorgeous house is just a short stroll to swimming and boating at Lake Waramaug, shopping in the New Preston town center, 30 minutes to Metro North trains and 90 minutes from Manhattan! August offered at $40,000. First week of September is also available at a pro-rated price.

Available September 1st, 2025- June 1st, 2026. This historic Victorian home in the New Preston section of Washington is now available for rent after being tastefully renovated from top to bottom. The main level is highlighted by the expansive kitchen with soapstone counters, a butler's pantry, and French doors leading to a rear patio area. The remainder of the first floor features a living room, spacious great room, dining room, and an office with a full bath that could be used as a 5th bedroom. Upstairs are 4 bedrooms, each named after prior owners who have called The Humphrey's House home over the past 127 years, including a nephew of Mark Twain. The bright and sunny primary bedroom has a stylish walk in closet, and an en suite bathroom with a steam shower and radiant heat flooring. A brand new bathroom in the second en suite bedroom features the same top of the line upgrades. Two additional cozy bedrooms sit across the hall, with a third second level bath serving the two rooms. Well known British designer Graham Robert Moore has transformed this Victorian gem into a marvelous display of the modern day aesthetic without abandoning the history of the home. The 40x18 heated saltwater pool features an electric cover and 8 person attached hot tub. This home is just a short stroll to swimming and boating at Lake Waramaug, shopping in the New Preston town center, 30 minutes to skiing at Mohawk Mtn. & Metro North trains, and 90 minutes from Manhattan!

Magical antique on a country lane, just minutes from Lake Waramaug, New Preston for great shopping and dining! Available June, July or August at $4500 per month. Large open kitchen and family room, inviting everyone to be together with windows overlooking the private gardens and patio, which brings nature in. Dining room with wood floors and oversized windows. Enjoy exposed beams and fireplace in the living room and adjoining music area and library. There are 2 bedrooms and a full bath on the main level. The Laundry area is off the kitchen. Master bedroom, with wood floors, full bath, sitting/dressing area and ample closets, on the upper level. Hiking to nearby neighboring farm on the quiet lane. Nearby are New Milford, Washington, Kent and Litchfield which offer lakes, rivers, trails with hiking, fishing, water sports and more.

Experience the ultimate August retreat at 16 Anderson Acres Road, a contemporary masterpiece perched in the heart of Kent. This architectural gem is designed to blur the lines between luxury and nature, offering unrivaled panoramic views that stretch for miles from nearly every room in the house. Whether you are sipping your morning coffee in the open-concept living space or unwinding by the stunning pool, the breathtaking vistas of the Litchfield Hills serve as your constant, serene backdrop. The location offers a perfect balance of secluded tranquility and vibrant summer activity. You are within walking or biking distance to Lake Waramaug, where the best of lake life-from kayaking to sunset strolls awaits. Nature enthusiasts will also appreciate being minutes away from the lush trails and scenic beauty of Kent Falls State Park. When you're ready for a change of pace, the charming village of Kent is just a short 10-minute drive away, providing instant access to world-class art galleries, museums, boutique shopping, and a renowned culinary scene. Secure your private slice of paradise for the month of August and enjoy the very best of Connecticut summer living.

This classic circa 1800 antique farmhouse sits on a private 3-acre lot and is perfectly situated just minutes from the famed Litchfield Green, but worlds away. Featuring 2 bedrooms and 2 bathrooms with an additional flexible den space, this charming residence overlooks Butternut Brook and offers 1,608 square feet of comfortable living space. The property is surrounded by 200 acres of protected land, with 150 acres of immediately accessible walking trails right at your doorstep. Enjoy the serenity of private woodland exploration, seasonal wildlife viewing, and peaceful morning outings without ever leaving your neighborhood. This rare combination of pastoral privacy and trail access creates an unparalleled retreat setting while maintaining convenient access to Litchfield's historic town center, renowned dining, shopping, and cultural attractions.

Discover the perfect blend of colonial charm and modern convenience in this sophisticated annual rental, located in the highly sought-after **Westleigh** condominium complex. This unfurnished residence stands out with its unique and versatile dual-entry design, offering convenient access from both the main and lower levels. The main level welcomes you into a bright, airy living space ideal for everyday comfort, while the secondary lower-level entrance provides excellent flexibility for a private home office, a functional mudroom, or streamlined gear storage for the active enthusiast. Life at Westleigh offers a peaceful, maintenance-free retreat set across beautifully manicured grounds, allowing you to enjoy the changing Connecticut seasons without the hassle of upkeep. You'll be perfectly positioned just minutes from the historic Litchfield Green, where world-class dining, curated boutiques, and vibrant community events await. For the outdoor lover, the nearby White Memorial Conservation Center offers miles of pristine trails for hiking and biking. This unit is an exceptional find for those seeking a quiet, professional environment within one of Litchfield County's most prestigious communities. Schedule your private tour today and see why Westleigh is the standard for luxury rental living in Litchfield.

Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for July and August 2026. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality is evident throughout the home. The main level offers a warm and welcoming country kitchen/dining room with oversized island, high end appliances and finishes. There is also a charming living room, spacious family room (each with fireplace), a small office and a partially-screened wraparound porch. Four bedrooms and two Baths are offered on the upper level, including a wonderful primary bedroom suite with fireplace, full bath and dressing room. Additional accommodation is available in the detached guest house encompassing a living area, plus bedroom, kitchen and bath. Outside are patios, terraces, stunning gardens, stone walls and chickens (!) along with an inground gunite pool and hardcourt tennis court. Beyond the property's large private pond are the distant country views that help to create this most peaceful country setting. Available for the months of July and August at $20,000 per month or $36,000 for both months.

Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for the 2025 summer season or by summer month. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality is evident throughout the home. The main level offers a warm and welcoming country kitchen/dining room with oversized island, high end appliances and finishes. There is also a charming living room, spacious family room (each with fireplace), a small office and a partially-screened wraparound porch. Four bedrooms and 2.5 Baths are offered on the upper level, including a wonderful primary bedroom suite with fireplace, full bath and dressing room. Additional accommodation is available in the newly finished guest house encompassing a living area, plus bedroom, kitchen and bath. Outside are patios, terraces, stunning gardens, stone walls and chickens (!) along with an inground gunite pool and hardcourt tennis court. Beyond the property's large private pond are the distant country views that help to create this most peaceful country setting. Available for the month of June for $18,000 or July at $20,000 per month.

Experience the ultimate country retreat with this charming, fully furnished 3-bedroom, 3-bathroom cottage set on 13+ private acres. Available for the Academic year or Winter rental, this inviting property features a heated saltwater gunite pool, a separate guest cottage, beautifully maintained grounds, and perennial gardens. The main residence boasts a sun-filled kitchen with an eat-in area, a spacious living room with a fireplace, and a primary bedroom suite on the main floor. An additional bedroom is located on the main level, with a third bedroom upstairs. Ideally situated for convenience and tranquility, this home offers easy access to NYC via Metro-North, is moments from Bulls Bridge Golf Club, Mohawk Mountain Ski Area and close to the shops and restaurants of Kent and New Preston village centers. Available 8/16 through Labor Day, Academic Term, Annual Rental.

TIME TO PLAN YOUR SUMMER VACATION! OR RENT YEARLY! Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Swim in the heated gunfire pool. Explore the homes 142 acres. Plenty of room for family and friends who want to experience the beauty of Litchfield County. There is a 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. There is easy access to Litchfield County's many private schools. Enjoy the hiking trails at local land trust, canoeing or kayaking on the Housatonic river or Lake Waramaug. There are country fairs, art shows, local theatre, great restaurants and many fine shops to explore. Rental available starting Available mid May through mid September for $25K per month plus expenses. Also available September $12k per month for yearly lease. Minimum 24 hour notice to view.

Discover the ultimate summer retreat in the heart of the Litchfield Hills. Escape this Summer to a stunning modern home offering breathtaking mountain views, a sparkling pool, and complete privacy. The main level boasts an open-concept living, dining, and kitchen area, highlighted by a dramatic two-story wall of glass that frames the spectacular scenery. The spacious primary suite features a cozy library, walk-in closet, private bath, and its own outdoor deck-your personal sanctuary. Two additional bedrooms share a full bath on this level. Downstairs, the walk-out lower level opens to the pool area and includes a generous media room, a second kitchen, a full bath, and an extra bedroom-perfect for hosting guests. Located in highly desirable South Kent, just under two hours from NYC, this exceptional property is the ideal place to relax and recharge this summer. Available for July 2026 $25,000/month.

Instantly inviting this circa 1940 's classic Connecticut cottage also known as Little Fox Farm is brimming with character and jewel like qualities on nearly 3 acres a wonderful mixture of meadows, light woods, and mature trees as well as stunning perennial flower gardens developed over 30 years by its owner a designer. Set back on the property the house is in mint condition with beautiful wood floors really celebrates the natural light in every room and enjoys woodland and meadow views with peeks at gardens right outside the windows. The Living room is open to both the formal dining room with a gas fireplace and the recently updated the kitchen. Two stone patios one in the front of the house and another in the rear of the house create private places to relax or entertain or just soak up the lovely scenery at different times of day. The primary bedroom is a quiet private suite at the back of the house There is a small bedroom also used as an office. There is a mudroom with laundry. The property features a very detailed designed horse barn that stuns in it beauty yet is also completely functional for a very happy horse or used as an art studio, office, guest quarters. The two car detached garage a quick walk from the house is actually pretty and has a large finished storage space. There is room for a pool or expansion of the house. Only once in a blue moon does such a dreamlike romantic property come to the market!

Experience the pinnacle of country living at 151 Melius Road, an idyllic and deeply private 18.9-acre estate in Warren, CT. Available for the month of July 2026 for $28,000, this recently designer-renovated stone-and-clapboard residence offers an unparalleled summer sanctuary. Every inch of the main home radiates sophisticated style, featuring sun-drenched, open-concept living spaces, walls of windows, and a gourmet chef's kitchen. Ideal for multi-generational vacations, the property boasts a separate, fully equipped guest house that offers family and friends their own luxurious, private footprint. The resort-style outdoor amenities are truly breathtaking. Spend your days relaxing by the brand-new, heated saltwater gunite pool or strolling past the property's private, swimmable pond and vibrant perennial gardens. The expansive, professional landscaping frames multiple blue stone patios, a screened porch, and distinct outdoor entertaining areas designed for seamless al fresco dining and evening cocktail hours under the stars. Located just minutes from Lake Waramaug and the historic villages of New Preston, Kent, and Washington, this ultra-private compound provides the ultimate Litchfield County summer lifestyle. Tenant Responsible for all propane usage including pool heating, cooking, BBQ, generator, etc. Landlord also requires their weekly housekeeper at tenant expense.

Beautiful 3 Bedroom Raised Ranch on quiet, cul-de-sac. The upper level features three bedrooms, kitchen, dining room, spacious living room and full bath. The lower level offers a comfortable family room with a heat generating wood burning fireplace, a powder room and laundry area. Access to the two car garage is direct from this level. A level manicured back and side yard for recreation and relaxation. This is a beautiful neighborhood conveniently located with access to Bear Mountain Reservation available for recreation, hiking trails and views. Beautifully maintained home.

Welcome to your contemporary retreat in the heart of Goshen, CT. This modern home, nestled within the tranquil surroundings of Litchfield County embodies a perfect blend of luxury and comfort for your short-term getaway. Sleek lines, expansive windows, and a minimalist aesthetic define this stunning property. Situated amidst lush greenery, with serene outdoor views that promise a peaceful stay. The home's spacious interior is designed for flow and functionality, featuring high ceilings and an open-plan layout. Equipped with top-of-the-line appliances, perfect for culinary enthusiasts. Boasting multiple bedrooms, each thoughtfully appointed to ensure restful nights. A private deck and outdoor seating areas allow guests to immerse themselves in nature's beauty. Just moments away from Dog Pond and the charming town centers of Goshen and Litchfield, one can enjoy a variety of dining and shopping options. Whether you're seeking a peaceful retreat or an active escape, this home is the perfect base for exploring all that the Litchfield Hills is known for. Indulge in a stay that promises relaxation and rejuvenation. Summer (Jun-Aug) $11,000 per month. Please see listing agent for fall and winter availability and pricing.

Exceptional leasing opportunity. This end unit residence in the Timber Oaks community boasts 2200 square feet of living space, providing ample room for comfortable living. With main-level hardwood floors, crown molding, and lots of windows, this townhome offers both convenience and elegance. The kitchen offers chic espresso color cabinets, granite countertops, stainless steel appliances, and a practical center island. The living room with gas fireplace and dining room are connected for easy entertaining. Upstairs, the primary bedroom offers dual walk-in closets and a modern en-suite with double sinks, soaking tub and separate shower. Two additional bedrooms are serviced by a full bath. The finished lower level offers a multitude of options. In-unit laundry and plenty of storage throughout. Recent improvements include washer & dryer, paint and upper level carpeting. There is a two car garage and nearby visitor parking. Timber Oaks is set midway between city center Danbury and the historic Bethel village, offering a fabulous clubhouse, pool and tennis courts. The prime location provides easy access to shopping, dining, services and commuter routes. 1-2 year lease required. No pets please. Tenants must have outstanding credit, sufficient income and satisfactory background check. Tenant to pay all utilities. Available to move in as soon as possible!

This recently remodeled 3 bedroom, 1.5 bath ranch is set in the rolling hills of Kent and offers sweeping mountain views. Enter through the spacious mudroom equipped with a washer/dryer and half bath. Sitting adjacent is a beautiful room with brick floors and vaulted ceilings, providing a perfect space for a family room, home office, or creative studio. The kitchen has been completely refreshed with all new appliances and opens seamlessly to the dining room, where a bay window overlooks the backyard and covered bluestone patio. Natural light fills the well-sized living room, featuring hardwood floors and a wood burning fireplace. Three comfortable bedrooms and a remodeled bathroom complete the living space. Ideally located just minutes from downtown Kent, as well as Macedonia Brook and Kent Falls State Parks, this home offers easy access to some of the area's most beloved attractions. Metro North trains are just a 20 minute drive away and Manhattan can be reached by car in under 2 hours. Whether you're searching for a weekend escape or a full-time residence, this is a wonderful opportunity to enjoy all that one of Litchfield County's most charming towns has to offer.

Welcome to 28-A Jefferson Avenue in the charming city of Danbury, CT. This beautiful single-family rental property is a true gem, offering a blend of modern comfort and serene surroundings. Built in 2021, this stunning home is situated on the desirable west side of Danbury, in a peaceful neighborhood with a private, wooded backdrop. The thoughtful design of this home provides a perfect balance of functionality and contemporary living, making it an ideal place to call home. Step inside this inviting residence and discover a well-appointed interior with a spacious open-concept layout. The main level features a modern kitchen equipped with like-new appliances, creating a perfect space for both everyday living and entertaining. The seamless flow from the kitchen into the main living areas allows for gatherings of any size,while the deck offers a peaceful retreat overlooking the woods, providing privacy and a tranquil natural setting. With five bedrooms, including a generously sized primary suite, and additional finished space in the basement, this home offers ample room for comfortable living and hosting guests. Embrace the convenience of this location with easy access to Danbury, Bethel, and major highways, making it a commuter's dream. Additional highlights of this property include a two-car garage, ample driveway parking, and extra street parking for your guests. Whether you're relaxing in the backyard, enjoying the modern amenities, or exploring the local community, 28-A Jefferson Avenue offers a perfect blend of comfort, style, and convenience. Don't miss the opportunity to make this beautiful rental property your new home sweet home in Danbury, CT.